Upper Midwest Trails 2025

La Crosse, WI, USA

SC
Senior Cycling
  • Email address verified
25 reviews
Aug 17 - 21, 2025
Group size: 6 - 13
Upper Midwest Trails 2025
La Crosse, WI, USA

Senior Cycling
  • Email address verified
25 reviews

Aug 17 - 21, 2025
Group size: 6 - 13

About this trip

Wisconsin and Minnesota have an abundance of rail-trails, spread out across the state. We will ride the famous Elroy Sparta Trail, the Great River Trail and Minnesota's wonderful Root River Trail on this adventure. This tour is short and sweet, with lots of biking on some outstanding rail trails. To make things even sweeter, we will spend all 4 nights at the same Mississippi River waterfront hotel in downtown La Crosse, Wisconsin. Join us!

Difficulty rating of this tour:

On a scale of 1-5, with 5 being most difficult, this tour is rated a 4- Intermiediate Plus. Wisconsin's State trails are mostly crushed rock and are quite smooth. Minnesota's Root River Trail is all paved. We do not recommend tires smaller than 28mm for this tour, due to the unpaved trails. Our intermediate-plus level rating is based on longer miles, biking some unpaved trails, some gentle-moderate uphills, and biking through unlit tunnels. While not difficult, this is not a beginner-level tour. 


Suggested bicycle: Touring bikes, road bikes, hybrids

Suggested tire size for this tour: 28mm – 37mm (or larger)

Cancellation Policy

Please  Please review Senior Cycling's Cancellation Policy here.  


And, Please purchase trip insurance. Especially at our age, even though no one expects or wants it, health issues arise and accidents happen.  At Travelinsurance.com you can get quotes for coverage from several different providers and get all your questions answered about different levels of coverage, such as "Cancel For Any Reason (COFR)" polices and Pre-Existing Condition waivers. Allianz Travel Insurance and TravelGuard by AIG are also well-known companies with reasonable rates. Please check it out and protect your travel investment.

What’s included

  • 5 days of riding
  • Accommodations
    4 nights lodging
  • Tour leaders
    Experienced and cycling expert tour guides
  • Meals
    4 breakfasts, 1 lunch, 2 dinners
  • Full support
    Van/sag support including provisioned snack breaks (+ mechanical assistance and van ride, if needed)
  • Luggage Transportation
    1 carry-on sized suitcase + 1 daypack/other satchel
  • Post-ride
    Daily post-ride informal gathering with light snacks (fruit, cheese, crackers, chips, nuts etc.) and non-alcoholic beverages
  • Detailed Itinerary
    Turn-by-turn directions via free use of RideWithGPS app

What’s not included

  • Transportation
    You must make your own travel plans to/from LaCrosse, WI.
  • Alcohol with meals
  • Personal items/services
  • Gratuities for guides
  • Travel protection plan
    We highly recommend that you purchase trip insurance (not included with tour price) to protect against unexpected emergencies. Please see Travelinsurance.com
  • Pre- and post-trip hotel
    (if desired)
  • Bike rental
    (if needed)

Available Packages

Individual Rider
Deposit: $1,125
Available until July 17, 2025

Based on double occupancy

$2,250
Deposit: $1,125

Available Add-Ons

Single Supplement
$550
8 left

 Cost to have your own room each night 

Bike Rental
$150

Our bikes are well-maintained hybrid style, upright posture, most are Trek FX2 or Verve 2-3 models. Helmet, pannier and cable lock included. 

Extra night before the Tour (Sat.)
$165
Available until July 17, 2025

An extra night before the tour starts (Saturday May 10) at our group rate, including tax. (Standard room)

Extra night after the Tour (Fri. night)
$165
Available until July 17, 2025

An extra night at the conclusion of the tour (Friday May 16) at our group rate, including tax. (Standard room)

Itinerary

Day 1 - Sunday
Arrive and welcome meeting in Lacrosse, WI

Meet riders at 5:00 at our hotel in La Crosse, Wisconsin for our introductory meeting and dinner.

Your Organizer


SC
Senior Cycling
25 reviews
Senior Cycling provides active vacation multi-day bicycling tours, averaging 25-35 miles/day, primarily on Rail-Trails, for folks 50+ in scenic, interesting and fun locations around the United States and Canada

Reviews

We had a great time. I liked the diversity of trails, from one in a remote area where an alligator lay quietly beside the trail to multiple bridges on the trail over very large busy intersections. Good supportive leadership. Good food. Comfortable rooms in our hotels.
By Ellen and Larry B for Florida West Coast Explorer on Mar 02, 2025
Excellent ride leaders, good accommodations, all paved and well-maintained biking/walking paths and fellow riders that were all great companions for a week of riding. I can highly recommend this event.
By RAYMOND F for Dunedin Hub #3 on Feb 25, 2025
Nice trip, excellent guides & fun fellow travelers. Overall a fun trip.
By Martha M for Dunedin Hub #3 on Feb 24, 2025
This was a bicycle tour riding the Pinellas Trail in and around Dunedin and Clearwater beach, Florida. We stayed in one hotel so we operated from a hub and either rode to and from the designated trail for the day or were taken via van to the portion we were riding that day. The ride is mainly flat so the effort was manageable. I enjoyed the ride immensely. The guides were friendly and helpful. The guests were all very likable and easy to socialize with. I plan on riding with Senior Cycling again in the near future. Looking at that Idaho ride in the fall. Thank you for a great tour!
By Rita H for Dunedin Hub #3 on Feb 22, 2025
It was a great bike trip, great weather BEAUTIUL bike trail, cute town
By PENNIE K for Dunedin Hub #3 on Feb 16, 2025
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